Volume 93 Issue 10 | p. 34 | Concentrates
Issue Date: March 9, 2015

Single-Enantiomer Dearomatization Tool Set For Chiral Action

Department: Science & Technology
News Channels: Organic SCENE, JACS In C&EN
Keywords: dearomatization, tungsten catalyst, racemic resolution, enantiomer, chiral separation

If Spanish architect Antoni Gaudí had designed a transition-metal complex, it would have looked like [tris(pyrazolyl)borate]W(NO)[P(CH3)3](η2-benzene). As gaudy as this molecule appears, chemists have found it to be a versatile synthetic tool for binding aromatic molecules such as phenols, pyridines, pyrroles, and naphthalenes and dearomatizing them, a key step in building the core structures of natural products and other bioactive compounds. One drawback to the tungsten reagent is that it’s prepared as a racemic mixture, . . .

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